3,5,8a-trimethyl-3a,4,9,9a-tetrahydro-3H-benzo[f][1]benzofuran-2,6-dione

Details

• Internal ID: c352cfeb-9974-461a-b3eb-716847789a71
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: 3,5,8a-trimethyl-3a,4,9,9a-tetrahydro-3H-benzo[f][1]benzofuran-2,6-dione
• InChI: InChI=1S/C15H18O3/c1-8-10-6-11-9(2)12(16)4-5-15(11,3)7-13(10)18-14(8)17/h4-5,8,10,13H,6-7H2,1-3H3
• InChI Key: IAFLATQAKKHUAC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.42
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7698	76.98%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6689	66.89%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.9244	92.44%
OATP1B3 inhibitior	+	0.9653	96.53%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7834	78.34%
P-glycoprotein inhibitior	-	0.8965	89.65%
P-glycoprotein substrate	-	0.8071	80.71%
CYP3A4 substrate	+	0.5662	56.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9062	90.62%
CYP3A4 inhibition	-	0.6542	65.42%
CYP2C9 inhibition	-	0.9168	91.68%
CYP2C19 inhibition	-	0.8551	85.51%
CYP2D6 inhibition	-	0.9618	96.18%
CYP1A2 inhibition	-	0.5578	55.78%
CYP2C8 inhibition	-	0.9294	92.94%
CYP inhibitory promiscuity	-	0.7298	72.98%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4177	41.77%
Eye corrosion	-	0.9854	98.54%
Eye irritation	-	0.9182	91.82%
Skin irritation	+	0.5373	53.73%
Skin corrosion	-	0.8831	88.31%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5060	50.60%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.8625	86.25%
skin sensitisation	-	0.5603	56.03%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.7545	75.45%
Acute Oral Toxicity (c)	III	0.7337	73.37%
Estrogen receptor binding	-	0.6048	60.48%
Androgen receptor binding	-	0.5409	54.09%
Thyroid receptor binding	-	0.7682	76.82%
Glucocorticoid receptor binding	-	0.7342	73.42%
Aromatase binding	-	0.8543	85.43%
PPAR gamma	-	0.6430	64.30%
Honey bee toxicity	-	0.8661	86.61%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9951	99.51%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.51%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.59%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.05%	91.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	88.96%	94.80%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.68%	93.40%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	85.15%	86.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.87%	89.00%
CHEMBL1914	P06276	Butyrylcholinesterase	83.46%	95.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.78%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.53%	97.09%

Plants that contains it

• Ferreyranthus fruticosus

Cross-Links

• PubChem: 14021277
• LOTUS: LTS0265498
• wikiData: Q105036074